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Acetic Acid → 2-(3-Fluorophenyl)oxirane
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Acetic Acid | HCID 176 | — |
| 反応物 | Sodium Hydroxide | HCID 14798 | — |
| 反応物 | N-bromobutanimide | HCID 67184 | — |
| 反応物 | 3-Fluorostyrene | HCID 67691 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | 1,4-Dioxane | HCID 31275 | — |
| 生成物 | 2-(3-Fluorophenyl)oxirane | HCID 15293916 | 111.5% |
反応手順
To a solution of m-fluorostyrene (5.00 g, 41.0 mmol) and acetic acid (2.33 mL, 40.9 mmol) in dioxane (33 ml) and H2O (78 ml) at 0° C. was added N-bromosuccinimide (8.02 g, 45.0 mmol) in three portions. The reaction was allowed to warm to RT. After 4 hours, 2N NaOH (60 ml) was added and the reaction was left to stir at RT overnight. The reaction mixture was partitioned between water and EtOAc, and the aqueous phase was extracted with EtOAc. The combined organic phases were washed with brine, dried (Na2SO4), filtered and evaporated in vacuo to give 6.30 g of the title compound as a slightly tinted oil which was used without further purification.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08067450B2 |
| 出典データセット | uspto-grants-2011_11 |
| ORD ID | ord-401201bccdab428d8118c9da64818ac2 |
| 出典メモ | uspto-grants-2011_11 |